JPH0145456B2 - - Google Patents

Info

Publication number: JPH0145456B2
Authority: JP; Japan
Prior art keywords: chlorine; dichlorocumene; cumene; cumene derivative; derivative
Prior art date: 1981-03-27
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

JP57049940A

Other languages

English (en)

Japanese (ja)

Other versions

JPS57175134A (en

Inventor

Maikeru Sutoroomu Robaato

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Dow Chemical Co

Original Assignee

Dow Chemical Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1981-03-27

Filing date

1982-03-27

Publication date

1989-10-03

1982-03-27 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1982-10-28 Publication of JPS57175134A publication Critical patent/JPS57175134A/ja

1989-10-03 Publication of JPH0145456B2 publication Critical patent/JPH0145456B2/ja

Status Granted legal-status Critical Current

Links

238000000034 method Methods 0.000 claims description 22
150000001908 cumenes Chemical class 0.000 claims description 21
229910052801 chlorine Inorganic materials 0.000 claims description 19
239000000460 chlorine Substances 0.000 claims description 19
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 17
FZALJWFYGLWQEO-UHFFFAOYSA-N 1,3-dichloro-5-propan-2-ylbenzene Chemical group CC(C)C1=CC(Cl)=CC(Cl)=C1 FZALJWFYGLWQEO-UHFFFAOYSA-N 0.000 claims description 13
125000001309 chloro group Chemical group Cl* 0.000 claims description 7
239000003849 aromatic solvent Substances 0.000 claims description 5
239000003999 initiator Substances 0.000 claims description 4
150000003254 radicals Chemical class 0.000 claims description 4
ZPQOPVIELGIULI-UHFFFAOYSA-N 1,3-dichlorobenzene Chemical group ClC1=CC=CC(Cl)=C1 ZPQOPVIELGIULI-UHFFFAOYSA-N 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
125000006575 electron-withdrawing group Chemical group 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical class 0.000 claims description 2
238000006243 chemical reaction Methods 0.000 description 17
239000002904 solvent Substances 0.000 description 12
239000000047 product Substances 0.000 description 10
238000005660 chlorination reaction Methods 0.000 description 9
150000002978 peroxides Chemical class 0.000 description 5
239000000376 reactant Substances 0.000 description 5
CSXMJJOTTRDXHY-UHFFFAOYSA-N 1,3-dichloro-5-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC(Cl)=CC(Cl)=C1 CSXMJJOTTRDXHY-UHFFFAOYSA-N 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
239000012320 chlorinating reagent Substances 0.000 description 3
230000007423 decrease Effects 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
-1 -CF3 Chemical compound 0.000 description 2
NYCKJGRASIXRFK-UHFFFAOYSA-N 1,2-dichloro-3-propan-2-ylbenzene Chemical compound CC(C)C1=CC=CC(Cl)=C1Cl NYCKJGRASIXRFK-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
239000002635 aromatic organic solvent Substances 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
239000007789 gas Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
GNASUCBANJZJSP-UHFFFAOYSA-N 1,2,5-trichloro-3-propan-2-ylbenzene Chemical compound CC(C)C1=CC(Cl)=CC(Cl)=C1Cl GNASUCBANJZJSP-UHFFFAOYSA-N 0.000 description 1
DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 description 1
OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
238000013019 agitation Methods 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
238000005345 coagulation Methods 0.000 description 1
230000015271 coagulation Effects 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
238000007033 dehydrochlorination reaction Methods 0.000 description 1
229940117389 dichlorobenzene Drugs 0.000 description 1
150000004816 dichlorobenzenes Chemical class 0.000 description 1
229940087091 dichlorotetrafluoroethane Drugs 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
239000008240 homogeneous mixture Substances 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000004064 recycling Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000002699 waste material Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

JP57049940A 1981-03-27 1982-03-27 Selective aliphatic group chlorination of alkylbenzenes Granted JPS57175134A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US06/248,599 US4348265A (en)	1981-03-27	1981-03-27	Process for the selective aliphatic chlorination of alkylbenzenes

Publications (2)

Publication Number	Publication Date
JPS57175134A JPS57175134A (en)	1982-10-28
JPH0145456B2 true JPH0145456B2 (de)	1989-10-03

Family

ID=22939809

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP57049940A Granted JPS57175134A (en)	1981-03-27	1982-03-27	Selective aliphatic group chlorination of alkylbenzenes

Country Status (6)

Country	Link
US (1)	US4348265A (de)
EP (1)	EP0061720B1 (de)
JP (1)	JPS57175134A (de)
BR (1)	BR8201694A (de)
CA (1)	CA1160646A (de)
DE (1)	DE3262515D1 (de)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1225650B (it) *	1980-07-15	1990-11-22	Anic Spa	Processo per la polialogenazione, in catene laterali, di idrocarburi polialchilaromatici
AT382865B (de) *	1982-06-03	1987-04-27	Givaudan & Cie Sa	Verfahren zur herstellung von p-tert. butyl-benzylchlorid bzw. -benzaldehyd
DE3431697A1 (de) *	1984-08-29	1986-03-06	Bayer Ag, 5090 Leverkusen	Verfahren zur herstellung von 3,5-dichlor-(alpha)-methylstyrol
FR2700714A1 (fr)	1993-01-28	1994-07-29	Atochem Elf Sa	Nouveaux réacteurs photochimiques et procédés les utilisant notamment procédé d'halogénation d'alkylbenzènes.
IT1263960B (it) *	1993-02-24	1996-09-05	Enichem Sintesi	Procedimento per la fotoclorurazione di composti alchilaromatici
CN104529789B (zh) *	2014-12-04	2017-02-22	苏州市玮琪生物科技有限公司	3,5‑二氯‑α，α‑二甲基苄胺合成工艺

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2193823A (en) *	1937-04-09	1940-03-19	Du Pont	Chlorinated aromatic hydrocarbons
US3251887A (en) *	1961-07-19	1966-05-17	Dow Chemical Co	Chlorination process
US4087473A (en) *	1976-11-03	1978-05-02	The Dow Chemical Company	Preferential aliphatic halogenation of ar-substituted alkylbenzenes
US4226783A (en) *	1978-07-03	1980-10-07	E. I. Du Pont De Nemours And Company	α-Chlorination process
DE2905081A1 (de) *	1979-02-10	1980-08-14	Bayer Ag	Verfahren zur herstellung von in alpha-stellung monohalogenierten alkylbenzolen und neue in alpha-stellung monohalogenierte alkylbenzole

1981
- 1981-03-27 US US06/248,599 patent/US4348265A/en not_active Expired - Lifetime
1982
- 1982-02-23 CA CA000396906A patent/CA1160646A/en not_active Expired
- 1982-03-24 DE DE8282102472T patent/DE3262515D1/de not_active Expired
- 1982-03-24 EP EP82102472A patent/EP0061720B1/de not_active Expired
- 1982-03-24 BR BR8201694A patent/BR8201694A/pt unknown
- 1982-03-27 JP JP57049940A patent/JPS57175134A/ja active Granted

Also Published As

Publication number	Publication date
CA1160646A (en)	1984-01-17
BR8201694A (pt)	1983-02-16
DE3262515D1 (en)	1985-04-18
US4348265A (en)	1982-09-07
EP0061720B1 (de)	1985-03-13
EP0061720A1 (de)	1982-10-06
JPS57175134A (en)	1982-10-28

Publication	Publication Date	Title
US5315044A (en)	1994-05-24	Process for production of 1,1,1-trifluoro-2,2-dichloroethane
JPH0145456B2 (de)	1989-10-03
JP5574509B2 (ja)	2014-08-20	芳香族アルデヒドの芳香族アシルハライドへの変換方法
EP0077853B1 (de)	1985-03-13	Trifluormethylbenzylidenchlorid sowie Verfahren zu seiner Herstellung
US5872291A (en)	1999-02-16	Process for producing benzoyl chlorides
WO2004009520A1 (ja)	2004-01-29	３級炭素塩素化炭化水素の製造方法
US4400563A (en)	1983-08-23	Process for preparing perfluoro(lower)alkylbenzenes and their derivatives
EP0450584B1 (de)	1994-08-24	Bromierungsverfahren
EP0518412B1 (de)	1998-02-25	Verfahren zur Alpha-Chlorierung von Phenylacetonitrilen
JPH07165627A (ja)	1995-06-27	ハロゲン化ベンゼンのヒドロ脱ハロゲン化法
US4268457A (en)	1981-05-19	Process for the preparation of paraphenoxybenzoylchloride
HU181498B (en)	1983-07-28	Process for preparing monochloro-acetyl-chloride and monochloro-acetic acid by means the hydration of trichloro-ethylene
JP3882855B2 (ja)	2007-02-21	アルキルベンゾイルクロライドの製造法
EP0723950B1 (de)	1999-04-14	Verfahren zur Herstellung von Alkylbenzoylchlorid
JP3788482B2 (ja)	2006-06-21	アルキルベンゾイルクロライドの製造方法
JP3783733B2 (ja)	2006-06-07	アルキルベンゾイルクロライドの製造法
EP0060943B1 (de)	1984-06-13	P-Phenoxybenzotrichlorid, dessen Herstellung und Verwendung
JP2549890B2 (ja)	1996-10-30	ビス（トリクロロメチル）ジフェニルエーテルの製法
JPH01261344A (ja)	1989-10-18	２，２，６，６‐テトラクロロシクロヘキサノンの製造法
JPH0229077B2 (ja)	1990-06-27	33444tetorakurorotetorahidorochiofuenn111jiokishidonoseizohoho
JPH02218628A (ja)	1990-08-31	芳香族化合物のハロアルキル化
JPS6372632A (ja)	1988-04-02	α，α’−ジクロロキシレンの製造法
JPH0621110B2 (ja)	1994-03-23	アクリル酸エステルの塩素化方法
JPS6330292B2 (de)	1988-06-17
JPH05132446A (ja)	1993-05-28	β−ハロゲノ−ターシヤリー−アルキルカルボン酸クロライド類の製造方法